ID: ALA506209

Max Phase: Preclinical

Molecular Formula: C38H61NO8

Molecular Weight: 659.91

Molecule Type: Small molecule

Representations

Synonyms (1): Aridanin
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)N[C@H]1[C@H](O[C@H]2CC[C@]3(C)[C@H]4CC=C5[C@H]6CC(C)(C)CC[C@]6(C(=O)O)CC[C@@]5(C)[C@]4(C)CC[C@H]3C2(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C38H61NO8/c1-21(41)39-28-30(43)29(42)24(20-40)46-31(28)47-27-12-13-35(6)25(34(27,4)5)11-14-37(8)26(35)10-9-22-23-19-33(2,3)15-17-38(23,32(44)45)18-16-36(22,37)7/h9,23-31,40,42-43H,10-20H2,1-8H3,(H,39,41)(H,44,45)/t23-,24-,25+,26-,27+,28-,29-,30-,31+,35+,36-,37-,38+/m1/s1

Standard InChI Key:  VRFWJSCLROXBBW-XLUVLVBOSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 659.91

Molecular Weight (Monoisotopic): 659.4397

AlogP: 5.20

#Rotatable Bonds: 5

Polar Surface Area: 145.55

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.74

CX Basic pKa:

CX LogP: 4.54

CX LogD: 1.93

Aromatic Rings: 0

Heavy Atoms: 47

QED Weighted: 0.20

Np Likeness Score: 2.83

References

1. Adewunmi CO, Dorfler G, Becker W.  (1990)  The Effect of Aridanin Isolated from Tetrapleuratetraptera and Serotonin on the Isolated Gastrointestinal Tract Smooth Muscles of Biomphalaria glabrata and Uptake of Calcium,  53  (4): [10.1021/np50070a027]

2. Ngassapa O, Beecher CW, Pezzuto JM, Farnsworth NR, Henderson TO, Boye GL..  (1993)  Isolation of echinocystic acid-3-O-sulfate, a new triterpene, from Tetrapleura tetraptera, and evaluation of the mutagenic potential of molluscicidal extracts and isolates.,  56  (11): [PMID:8289059] [10.1021/np50101a002]

3. Tan GT, Pezzuto JM, Kinghorn AD, Hughes SH..  (1991)  Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.,  54  (1): [PMID:1710653] [10.1021/np50073a012]

Source

Source(1):

• Scientific Literature